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Vacation Rentals & House Rentals in Kissimmee

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6,101 house rentals

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$131

Spectacular 8 bedroom home close to Disney

Kissimmee hotel apartment

8 bedrooms / 5 bathrooms / sleeps 17

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$286

Pool Paradise

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“relaxing” Love the house, 2nd time we have stayed there. The only problem was the 1st night the pool heat had not been turned on so we couldn't swim that night. (disappointed) In close driving distance to all parks. Plenty of room.

Match: Private outdoor pool (unheated)

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Price per night from

$92

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 18 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$240

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

“Excellent” What a gorgeous property! We have stayed at a number of houses around Kissimmee over the last few years, and this one is one that we definitely will look at renting again. The pool was perfect and private, the house was tastefully decorated, towels and linen were plentiful, free wi-fi was a huge bonus, and the game room was great. All the beds and furniture were comfortable. The owners were a pleasure to deal with, and very understanding with all our questions and requests. The gated neighborhood was very nice and felt safe. Each Disney park was within 10-15 mins of the property. Universal about 25 mins. Walmart about 10 mins. All in all, the house was great, the location was perfect, and the owners a pleasure to deal with! Thanks

Match: Private outdoor pool (unheated)

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Price per night from

$208

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$242

Sunny Oaks

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“This has been our second stay in the same house and it's been aw” Sunny Oaks is a beautiful and spacious house. We loved it so much the first time (Aug. 2011) that we rented it again this summer (Aug. 2013). The kids loved the pool and the adults loved the comfort of home. Annie The Bronx, N.Y.

Match: Private outdoor pool (unheated)

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Price per night from

$169

Christine’s Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$82

5 Suites Luxury Single Home with private pool RE1492

Kissimmee house

5 bedrooms / 6 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$189

Safari Lodge

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Cozy clean stay” Great access to everything. Very clean cozy house, The staff was very friendly and quickly addressed our concerns when there was an issue with the pool alarm. my friends and I had a great stay here!

Match: Private outdoor pool (unheated)

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Price per night from

$98

Ideal Vacation Home with private pool minutes to Disney ! IP4531

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$133

Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Very good experience my family enjoyed the stay” On arrival the house is nice looking amenities some were out dated game room equipment could have been better condition. The pool was perfect the living room furniture is shabby the bedrooms were fine.The experience was very good my family enjoyed the stay and as a result so did i.

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

Beautiful Disney Home-Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Very nice house, nice pool and pool area” Enjoyed our three week stay at this rental. The house was quite nice and the pool and pool areas were terrific. The house is in a very good neighbourhood but is quite a long way from grocery or retail shopping. Some information in the rental instructions would have been helpful. Property manager was helpful when needed.

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

Beautiful 4 bedroom home accommodates 8 guests

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$183

House of Views - Private SF Pool, Lakeview, GamesRm, WiFi

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

Rocco's Retreat

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$111

Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 3 hours 16 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,143

10 Bed New Home with Pool/Spa With Lake View!

Kissimmee hotel apartment

10 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 2 hours 15 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$413

Cozy 4 Beds Townhouse Close to Disney and Universal *StoreyLakeResort 4969

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 43 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$212

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$242

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$155

6 bedroom, 4 suites, 5 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$332

4-bedroom house w/ private pool - lovely location

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$172

Deluxe pool home with games room, 2737

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$129

Luxury 6 bedroom home - Storey Lake

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$218

"Hidden Treasure" Vacation Villa

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$132

4BR-2 King-Large Pool/Spa-GamesRm-ROKU-WiFi

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Excellent and beautiful home! My family loved it!!” It was absolutely gorgeous and it was beyond even our best expectations. The home was very clean and beautifully decorated and had everything we needed that we couldn't bring from our own home. Our kids didn't even want to leave the home because of the pool would have rather stay here than go anywhere else LOL

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$161

So Close To It All With A Country Feel

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Great place to stay with kids, for the kids and adults!” Really nicely acquitted, close to everything. Great stay but the only thing that could have been better was if we didn't have to go off site and try to figure out where the place to get registered for our stay was. Otherwise I would definitely and will definitely be back again.

Match: Private outdoor pool (unheated)

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Price per night from

$144

Villa Captiva

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“excellent place to stay” everything so clean and tidy on arrival.the card and wine made it that little bit more special.pool and hot tub were used on a regular basis!having stayed on indian ridge many times would certainly use this villa again. everything about it was excellent!

Match: Private outdoor pool (unheated)

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Price per night from

$86

Luxury 6 bedroom home 10 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$241

Beautiful Lake View Home Pet Friendly, 2680

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$119

King Triton's Castle

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“We loved the house! Cozy, Comfortable...would love to go back a” We loved the whole house. Close to everything. Comfortable, Cozy and the shower was amazing! Would have loved to bring the bed home with us...we slept great! The living room fit our entire family. The pool and hot tub wasn't that warm but they said they had been having some really cool nights before we arrived. All in all, we'd love to go back again.

Match: Private outdoor pool (unheated)

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Price per night from

$115

7BR, 5 Star Resort, 3 Miles to Disney, Pool/Spa, South Facing Pool

Kissimmee house

7 bedrooms / 5 bathrooms / sleeps 16

“This was a perfect size and place to enjoy The area with my class.” This was a perfect size and place for my Sp. Needs class to anchor down as we enjoyed the area.The pool was great.

Responds fast! avg. 1 hour 8 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$292

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 15

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Responds fast! avg. 54 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$228

(9110-CAL) Calabria 5 Bed South Face Pool, GAMES ROOM

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Disneyland Holiday” The villa was lovely and clean. It had everything that we needed and was a pleasure to stay there. Thank you for letting us share your lovely home

Match: Private outdoor pool (unheated)

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Price per night from

$147

6BR-SF Pool, Free Spa Heat, Games Room, WIFI, BBQ-Disney/Orlando

Kissimmee house

6 bedrooms / 3 bathrooms / sleeps 14

“Awesome Customer Service and Beautiful Home” My family & I stayed at this beautiful home during Hurricane Irma. Tanya the co-owner of this property is simply amazing. She was prompt in replying to e-mails, texts and calls. We had to cancel because of the path of the hurricane and Tanya took care of that quickly and efficiently. Gave me no problems about it. I realize my mistake when the hurricane path shifted so I called her up several hours later and asked to re-book. She is super friendly and professional and took care of everything for me. The house is clean, spacious and pet friendly. It has a large fridge, gas stove, pool, washer/dryer, game room, computer and the master bedroom is huge! Easily fits everyone and then some! I will definitely stay here again when I'm in the area. Book it! You won't regret it. 5 Stars!

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$224

DisneyVacationHome

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$149

Lake Star Villa

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Florida Fantastic” This was a terrific house and we will definitely stay here again when we come back to Disney/Universal. So close to Disney and local stores and yet quiet for relaxation. Beds were comfortable, home was super clean with ample kitchen plates/glassware as well as acrylic items for the pool dining area. We and our kids enjoyed the pool/hot tub - very clean! The home layout was nice and the game room was a nice "down time" touch.

Match: Private outdoor pool (unheated)

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Price per night from

$198

Viewing 38 of 6,101
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